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N-アセチル-D-グルコサミン

N-アセチル-D-グルコサミン 化学構造式
7512-17-6
CAS番号.
7512-17-6
化学名:
N-アセチル-D-グルコサミン
别名:
N-アセチル-D-グルコサミン;アセチルグルコサミン;2-アセタミド-2-デオキシ-D-グルコース;2-(アセチルアミノ)-2-デオキシ-D-グルコース;D-N-アセチルグルコサミン;2-アセチルアミノ-2-デオキシ-D-グルコース;2-アセタミド-D-グルコース;2-アセタミド-2-デオキシグルコース;N-アセチルグルコサミン;2-アセトアミド-2-デオキシ-D-グルコピラノース;N‐アセチル‐D‐グルコサミン;2-アセトアミド-2-デオキシ-Α-D-グルコピラノース;N-アセチル-D-グルコサミン, 結晶;N-アセチル-D(+)-グルコサミン;N-アセチル-D-グルコサミン, 98+%
英語化学名:
N-Acetyl-D-Glucosamine
英語别名:
NADG;D-GLCNAC;ACEN-001;NSC 52434;NSC 524344;acetylglucosamine;N-ACETYLGLUCOSAMINE;N-Acetyl-D-glucosami;2-Acetamido-D-glucose;D-N-Acetylglucosamine
CBNumber:
CB0320700
化学式:
C8H15NO6
分子量:
221.21
MOL File:
7512-17-6.mol

N-アセチル-D-グルコサミン 物理性質

融点 :
211 °C (dec.)(lit.)
比旋光度 :
42 º (c=2,water,2 hrs)
屈折率 :
40.5 ° (C=1, H2O)
貯蔵温度 :
2-8°C
溶解性:
H2O: 50 mg/mL colorless to faint yellow solution, clear to very slightly hazy
外見 :
saline suspension
Boiling Point:
636.4±55.0 °C(Predicted)
Density:
1.54 g/cm3
Melting Point:
205 °C
酸解離定数(Pka):
13.04±0.20(Predicted)
色:
white to off-white
水溶解度 :
Soluble in concentrated hydrochloric acid, sulfuric acid, phosphoric acid and formic acid. Insoluble in water, dilute acids, dilute alkalis, concentrated alkalis and organic solvents.
Sensitive :
Hygroscopic
Merck :
14,4458
BRN :
1727589
安定性::
Stable. Incompatible with strong oxidizing agents.
InChIKey:
OVRNDRQMDRJTHS-ROGOILFBSA-N
CAS データベース:
7512-17-6(CAS DataBase Reference)
EPAの化学物質情報:
D-Glucose, 2-(acetylamino)-2-deoxy-(7512-17-6)

安全性情報

主な危険性  Xi
Rフレーズ  36/37/38
Sフレーズ  24/25-36-26-22
WGK Germany  3
RTECS 番号 LZ6651000
3-10
Hazard Note  Irritant
TSCA  Yes
HSコード  29329985
化審法 (8)-97 届出不要化学物質

N-アセチル-D-グルコサミン 価格 もっと(44)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01AFAA13047 N-アセチル-D-グルコサミン, 98+%
N-Acetyl-D-glucosamine, 98+%
7512-17-6 10g ¥3640 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01AFAA13047 N-アセチル-D-グルコサミン, 98+%
N-Acetyl-D-glucosamine, 98+%
7512-17-6 50g ¥14430 2018-12-26 購入
東京化成工業 A0092 N-アセチル-D-グルコサミン >98.0%(HPLC)(N)
N-Acetyl-D-glucosamine >98.0%(HPLC)(N)
7512-17-6 100g ¥9900 2018-12-04 購入
東京化成工業 A0092 N-アセチル-D-グルコサミン >98.0%(HPLC)(N)
N-Acetyl-D-glucosamine >98.0%(HPLC)(N)
7512-17-6 25g ¥3300 2018-12-04 購入
関東化学株式会社(KANTO) 01510-30 N‐アセチル‐D‐グルコサミン
N‐Acetyl‐D‐glucosamine
7512-17-6 25g ¥5200 2018-12-13 購入

N-アセチル-D-グルコサミン 化学特性,用途語,生産方法

外観

白色~ほとんど白色, 結晶性粉末~粉末

定義

本品は、次の化学式で表されるN-アセチル化アミノ糖である。

溶解性

水及びメタノールに溶ける。

用途

医薬及び化粧品の原料、アミノ糖研究用。

化粧品の成分用途

皮膚コンディショニング剤

説明

N-Acetyl-D-Glucosamine is the N-acetyl derivative of glucosamine.Chemically it is an amide between glucosamine and acetic acid. A single N-acetlyglucosamine moiety linked to serine or threonine residues on nuclear and cytoplasmic proteins -O-GlcNAc, is an ubiquitous post-translational protein modification. O-GlcNAc modified proteins are involved in sensing the nutrient status of the surrounding cellular environment and adjusting the activity of cellular proteins accordingly. O-GlcNAc regulates cellular responses to hormones such as insulin, initiates a protective response to stress, modulates a cell's capacity to grow and divide, and regulates gene transcription. In humans, it exists in skin, cartilage and blood vessel as a component of hyaluronic acid, and bone tissue, cornea and aorta as a component of keratan sulfate.
N-Acetyl-D-glucosamine (D-GlcNAc) is a derivitized glucose monomer found in polymers of bacterial cell walls, chitin, hyaluronic acids and various glycans. It is also synthesized in the glycosylation pathway as uridine diphosphate (UDP-GlcNAc), which can then be released following degradation of glycosylated proteins.D-GlcNAc is used to identify, differentiate and characterize N-acetyl-β-D-hexoaminidase(s). It is also used in the treatment of osteoarthritis and inflammatory bowel disease (IBD), including ulcerative colitis and Crohn's disease. Further, it is used as a substrate in sialic acid production, cosmetics and in drug development research.

化学的特性

White powder

使用

A pharmaceutical and cosmetic compound.

使用

N-acetyl-D-Glucosamine (GlcNAc) is a monosaccharide derivative of glucose. It is released by the action of O-GlcNAcase, in mammalian systems from proteins that have been post-translationally modified with O-GlcNAc. Levels of O-GlcNAcylation proteins from Alzheimer’s disease brain extracts are decreased as compared to that in controls, suggesting that release of GlcNAc may contribute to pathogenesis.1 In E. coli, GlcNAc induces the expression of multidrug exporter genes, indicating that this sugar can alter gene expression.1 GlcNAc is also the monomeric unit of chitin, which is found in fungi and many invertebrates, including crustaceans, insects, and nematodes. For this reason, chemicals that inhibit the incorporation of GlcNAc into chitin are cytotoxic to these organisms.
  1. Atypical microbial danger signal that acts as a new activator of NLRP3 inflammasome by dissociating the enzyme hexokinase from the mitochondria. D-GlcNAc inhibits purified hexokinase, which is also involved in the glucose metabolism and obesity in mM range. For hexokinase dissociation from the mitochondria much higher concentrations are needed.
  2. Acceptor substrate for galactosyltransferases. Inhibits the lectin WGA and is used to identify, differentiate and characterize N-acetyl-β-D-hexosaminidase(s).
  3. Used in the treatment of osteoarthritis and inflammatory bowel disease (IBD), including ulcerative colitis and Crohn's disease. Significantly enhances the prevention of joint damage and inhibits elastase activity and superoxide release from human polymorphonuclear leukocytes. Acts as a cytoprotective agent restoring the integrity and normal function of mucous membrane in humans.
  4. D-GlcNAc enhances the proliferation and collagen expression of fibroblasts, reduces hyperpigmentation and is therefore considered a valuable ingredient in cosmetics for improving skin wrinkles and color.
  5. Important substrate for the production of sialic acids.
  6. Used in multiple other applications in drug development and food supplement, based on a newly described bio-wave model.

使用

N-acetyl-D-Glucosamine (GlcNAc) is a monosaccharide derivative of glucose. It is released by the action of O-GlcNAcase, in mammalian systems from proteins that have been post-translationally modified with O-GlcNAc. Levels of O-GlcNAcylation proteins from Alzheimer’s disease brain extracts are decreased as compared to that in controls, suggesting that release of GlcNAc may contribute to pathogenesis. In E. coli, GlcNAc induces the expression of multidrug exporter genes, indicating that this sugar can alter gene expression. GlcNAc is also the monomeric unit of chitin, which is found in fungi and many invertebrates, including crustaceans, insects, and nematodes. For this reason, chemicals that inhibit the incorporation of GlcNAc into chitin are cytotoxic to these organisms.

定義

ChEBI: The pyranose form of N-acetyl-D-glucosamine.

N-アセチル-D-グルコサミン 上流と下流の製品情報

原材料

準備製品


N-アセチル-D-グルコサミン 生産企業

Global( 338)Suppliers
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Xiamen AmoyChem Co., Ltd
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7512-17-6(N-アセチル-D-グルコサミン)キーワード:


  • 7512-17-6
  • 2-Acetamido-2-deoxy-D-glucose 95%
  • N-Acetylglucosamine (200 mg)
  • N- acetyl -D- glucosamine (N- acetylglucosamine)
  • N-Acetyl-D-glucosamine (NADG)
  • 2-Acetamido-2-deoxy-D-glucose 2-Acetamido-2-deoxy-D-glucopyranose N-Acetyl-D-glucosamine N-[2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]acetamide D-GlcNAc
  • acetylglucosamine
  • 2-Acetanido-2-deoxy-α-D-glucopyranose
  • N-Acetamideo-2-deoxy-D-glucose
  • N-acetyl-D-glucosamine;2-Acetanido-2-deoxy-α-D-glucopyranose;N-Acetamideo-2-deoxy-D-glucose;D-GlcNAc
  • 2-(acetylamino)-2-deoxy-D-Glucose
  • 2-Acetamido-2-deoxy-D-glucoseN-Acetyl-beta-D-glucosamine
  • N-Acetyl-D-glucosamine, N-[(1R,2R,3S,4R)-1-Formyl-2,3,4,5-tetrahydroxypentyl]acetamide
  • NSC 524344
  • N-Acetyl-D-glucosamine, 98+%
  • N-Acetyl-D-glucosamine - CAS 7512-17-6 - Calbiochem
  • 2-Acetamido-2-deoxy-alpha-glucopyranose
  • N-ACETYL-D-GLUCOSAMINE extrapure AR for biochemistry
  • 2-Acetamido-2-deoxy-D-glucose, D-GlcNAc
  • 2-Acetamido-2-deoxyglucose
  • 2-Acetamido-D-glucose
  • D-N-Acetylglucosamine
  • 2-Acetamido-2-deoxy-D-glucopyranose,98%
  • N-Acetyl-D-glucosamine
  • ACETYL-DL-GLUCOSAMINE, N-(P)
  • N-Acetyl-D-glucosamine,2-Acetamido-2-deoxy-D-glucose, D-GlcNAc
  • N-Acetyl-D-glucosami
  • N-Acetyl-D-glucosaMine, 98.0%(LC&N
  • N-qcetyl-D-glucosamine
  • 2-Acetamido-2-deoxy-alpga-D-glucopyranose
  • N-ACETYL-D-GLUCOSAMINE 80 MESH
  • N-アセチル-D-グルコサミン
  • アセチルグルコサミン
  • 2-アセタミド-2-デオキシ-D-グルコース
  • 2-(アセチルアミノ)-2-デオキシ-D-グルコース
  • D-N-アセチルグルコサミン
  • 2-アセチルアミノ-2-デオキシ-D-グルコース
  • 2-アセタミド-D-グルコース
  • 2-アセタミド-2-デオキシグルコース
  • N-アセチルグルコサミン
  • 2-アセトアミド-2-デオキシ-D-グルコピラノース
  • N‐アセチル‐D‐グルコサミン
  • 2-アセトアミド-2-デオキシ-Α-D-グルコピラノース
  • N-アセチル-D-グルコサミン, 結晶
  • N-アセチル-D(+)-グルコサミン
  • N-アセチル-D-グルコサミン, 98+%
  • アミノ糖
  • グルコース
  • 生化学
  • 代謝産物
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